Determine the necessary mass, volume, or concentration for preparing a solution.
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Moligand™, analytical standard, ≥98% Analytical standard,Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C Ships Wet ice Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 3 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Sonrisas canónicas | CC1=CCCC2(C(O2)C3C(CC1)C(=C)C(=O)O3)C |
|---|---|
| IUPAC Name | (1S,2R,4R,7E,11S)-4,8-dimethyl-12-methylidene-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-13-one |
| InChIKey | KTEXNACQROZXEV-PVLRGYAZSA-N |
| INCHI | 1S/C15H20O3/c1-9-5-4-8-15(3)13(18-15)12-11(7-6-9)10(2)14(16)17-12/h5,11-13H,2,4,6-8H2,1,3H3/b9-5+/t11-,12-,13+,15+/m0/s1 |
| Isómeros SMILES | C/C/1=C\CC[C@@]2([C@H](O2)[C@@H]3[C@@H](CC1)C(=C)C(=O)O3)C |
| WGK Alemania | 3 |
| RTECS | LY4220000 |
| CAS alternativo | 20554-84-1 |
| Términos de entrada MeSH | parthenolide;parthenolide, (1aR-(1aR*,4E,7aS*,10aS*,10bR*))-isomer |
| Peso molecular | 248.32 |
| Reaxy-Rn | 29597648 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=29597648&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Clase | Prenol lipids |
| Subclass | Terpene lactones |
| Intermediate Tree Nodes | Sesquiterpene lactones |
| Direct Parent | Germacranolides and derivatives |
| Alternative Parents | Germacrane sesquiterpenoids Gamma butyrolactones Tetrahydrofurans Enoate esters Oxacyclic compounds Monocarboxylic acids and derivatives Epoxides Dialkyl ethers Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic heteropolycyclic compounds |
| Substituents | Germacranolide - Germacrane sesquiterpenoid - Sesquiterpenoid - Gamma butyrolactone - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Tetrahydrofuran - Carboxylic acid ester - Lactone - Carboxylic acid derivative - Dialkyl ether - Oxirane - Ether - Oxacycle - Organoheterocyclic compound - Monocarboxylic acid or derivatives - Organic oxide - Hydrocarbon derivative - Carbonyl group - Organic oxygen compound - Organooxygen compound - Aliphatic heteropolycyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as germacranolides and derivatives. These are sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety. |
| External Descriptors | sesquiterpene lactone |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Fecha | Articulo |
|---|---|---|---|
| Certificate of Analysis | Jan 10, 2023 | P115736 |
| Punto de fusión (°C) | 115-116°C |
|---|---|
| Peso molecular | 248.320 g/mol |
| XLogP3 | 2.300 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 0 |
| Exact Mass | 248.141 Da |
| Monoisotopic Mass | 248.141 Da |
| Topological Polar Surface Area | 38.800 Ų |
| Heavy Atom Count | 18 |
| Formal Charge | 0 |
| Complexity | 437.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 4 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 1 |
| Covalently-Bonded Unit Count | 1 |
| 1. Xiao-Yu Ai, Heng Zhang, Shao-Yan Gao, Yuan Qin, Wei-Long Zhong, Ju Gu, Meng Li, Kai-Liang Qiao, Qin Tian, Zhan-Hong Cui, Jia-Huan Yang, Zhun Bi, Ting Xiao, Shuang Chen, Hui-Juan Liu, Hong-Gang Zhou, Tao Sun, Cheng Yang. (2017) Sesquiterpene binding Gly-Leu-Ser/Lys-“co-adaptation pocket” to inhibit lung cancer cell epithelial–mesenchymal transition. Oncotarget, [PMID:29050271] [10.18632/oncotarget.19599] |
| 2. Minfeng Zhou, Huifang Niu, Guoquan Huang, Minquan Zhou, Dandan Cui, Huarong Li, Han Wen, Hongxing Zhang, Fengxia Liang, Rui Chen. (2024) Biomimetic Nano-delivery of Small-Molecule Piceatannol Modulates Tumor Stemness and Suppresses Colorectal Cancer Metastasis via Hippo/YAP1/SOX9 Signaling. Small, [PMID:39523731] [10.1002/smll.202407191] |
| 3. Xueling He, Chen Wang, Ruihao Zhang, Yuanyuan Wang, Ying Zhang, Tong Yang, Junzhe Zhang, Shuan Rao, Huan Tang, Xin Peng, Jigang Wang. (2026) Parthenolide Ameliorates Inflammation in Sepsis via Covalently Targeting Trim33 and Inhibiting NF-κB Pathway. PHYTOMEDICINE, [PMID:41702258] [10.1016/j.phymed.2026.157862] |
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